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Updated: May 12, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Iridium-Catalyzed Asymmetric β-Selective Hydroamination of Enamides for the Synthesis of 1,2-Diamines
Yu-Wen Sun1, Hao-Tian Tan1, Sheng-Nan Sun1
1Center of Basic Molecular Science (CBMS), Department of Chemistry, Tsinghua University, Beijing, 100084, China.
Abstract:
An iridium-catalyzed highly enantioselective hydroamination of electron-rich alkenes has been developed. The coordination assistance of the amide group to the metal center effectively overrides the inherent electronic preference of N─H addition to an enamide, delivering unconventional β-selectivity. Phthalimide is utilized as a readily removable amination agent. This methodology enables direct access to enantio-enriched 1,2-diamines from readily available materials with 100% atom economy, exclusive regioselectivity, and excellent enantioselectivity (up to 99% ee).
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